A9855
3-Acetyl-11-keto-β-boswellic acid
from Boswellia serrata
Synonym(s):
AKBA
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About This Item
Empirical Formula (Hill Notation):
C32H48O5
CAS Number:
Molecular Weight:
512.72
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.25
biological source
Boswellia serrata
Quality Level
form
powder
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
O([C@H]1[C@]([C@H]2[C@@]([C@@H]3[C@]([C@@]4(CC[C@@]5([C@@H]([C@H]([C@@H](CC5)C)C)C4=CC3=O)C)C)(CC2)C)(CC1)C)(C)C(=O)O)C(=O)C
InChI
1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
InChI key
HMMGKOVEOFBCAU-BCDBGHSCSA-N
General description
Acetyl-11-keto-β-boswellic acid (AKBA) is extracted from the resin of Boswellia serrata.
Application
3-Acetyl-11-keto-β-boswellic acid (AKBA) has been used:
- to test its effects as an anti-proliferating agent on hepatic stellate cells (HSCs) proliferation and synergism in combination with imatinib in in vitro models
- to study its anti-osteoporotic activity on ovariectomy-induced osteoporosis in female Sprague Dawley rats
- in a comparative study with aspirin to test its effects as an anti-inflammatory drug to prevent intestinal adenomatous polyposis in APCMin/+ mice
Biochem/physiol Actions
Acetyl-11-keto-β-boswellic acid (AKBA) displays antibacterial and anti-biofilm activities against Staphylococcus epidermidis and S. aureus, respectively. It is an activator of nuclear factor erythroid-2-related factor 2 (Nrf2) and exerts neuroprotective properties against ischemic injury in both in vitro and in vivo studies.
Acetyl-11-keto-beta-boswellic acid is a pentacyclic triterpene that inhibits 5-lipoxygenase in a selective, enzyme-directed, nonredox, and noncompetitive manner. It has also been shown to inhibit topoisomerase I and NF-κB signaling.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Alsaba F Raja et al.
BMC microbiology, 11, 54-54 (2011-03-17)
Boswellic acids are pentacyclic triterpenes, which are produced in plants belonging to the genus Boswellia. Boswellic acids appear in the resin exudates of the plant and it makes up 25-35% of the resin. β-boswellic acid, 11-keto-β-boswellic acid and acetyl-11-keto-β-boswellic acid
Bandar E Al-Dhubiab et al.
Nutrients, 12(10) (2020-10-22)
Estrogen is instrumental in the pathological process of osteoporosis because a deficiency of this hormone increases the release of bone-resorbing cytokines. Acetyl-11-keto-β-boswellic acid (AKBA), a constituent from Boswellia serrata, has an anti-inflammatory effect by inhibiting tumor necrosis factor-α (TNF-α) expression
Ruiqi Wang et al.
Drug discoveries & therapeutics, 8(1), 25-32 (2014-03-22)
Acetyl-11-keto-beta-BA (AKBA), a component of the gum resin of Boswellia serrata, has been recognized as a promising agent for the prevention of intestinal tumorigenesis. Aspirin, a non-steroidal anti-inflammatory drug (NSAID), has also been considered to have the activity against intestinal
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A9855-5MG | 04061832860831 |